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Synthesis and chiral-optical properties of (+)-3-methyl-3,4-dihydroisoquinoline-1-thione

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

(+)-3-Methyl-3,4-dihydroisoquinoline-1-thione was obtained by sulfuration of (+)-3-methyl-3,4-dihydroisoquinolone with phosphorus pentasulfide or by cyclization of (+)-α-benzylethyl isothiocyante under the influence of polyphosphoric acid. Measurements of the rotatory dispersion and circular dichroism showed the presence of two positive Cotton effects due to n→π* and π→π* transitions in the thioamide chromophore, as well as Cotton effects apparently due to π→π* transitions in the aromatic chromophore.

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Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, USSR

    V. M. Potapov, V. M. Dem'yanovich, L. D. Solov'eva & O. E. Vendrova

Authors
  1. V. M. Potapov
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  2. V. M. Dem'yanovich
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  3. L. D. Solov'eva
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  4. O. E. Vendrova
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Additional information

Communication XXXV from the series “Stereochemical Investigations.” See [11] for communication XXXIV.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 94–97, January, 1976.

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Potapov, V.M., Dem'yanovich, V.M., Solov'eva, L.D. et al. Synthesis and chiral-optical properties of (+)-3-methyl-3,4-dihydroisoquinoline-1-thione. Chem Heterocycl Compd 12, 86–89 (1976). https://doi.org/10.1007/BF00473920

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  • DOI: https://doi.org/10.1007/BF00473920

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